Deck stepped mast leak.

[SV Papillon]

One way that it is done and seems to make good sense. Is to put a seperate fitting along side your mast step. You may be able to buy one or make your own. It is a piece of pipe in the shape of a inverted "J" with a flange that can be bedded and screwed to the deck. Two 90 deg SS tube fittings about 1" on about 3" of pipe and a flange. Your wires exit the mast via a fair hole then do a loop into the pipe and through the deck.

Jake